Literature DB >> 25853771

Asymmetric Dearomatization of Naphthols via a Rh-Catalyzed C(sp²)-H Functionalization/Annulation Reaction.

Jun Zheng1, Shao-Bo Wang1, Chao Zheng1, Shu-Li You1.   

Abstract

A Rh-catalyzed enantioselective dearomatization of 1-aryl-2-naphthols with internal alkynes via C-H functionalization reaction was achieved. In the presence of a chiral Cp/Rh catalyst and combined oxidants of Cu(OAc)2 and air (oxygen), various highly enantioenriched spirocyclic enones bearing an all-carbon quaternary stereogenic center could be synthesized in 33-98% yields with up to 97:3 er.

Entities:  

Year:  2015        PMID: 25853771     DOI: 10.1021/jacs.5b01707

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  13 in total

1.  Palladium-Catalyzed Dearomative syn-1,4-Carboamination.

Authors:  Mikiko Okumura; Alexander S Shved; David Sarlah
Journal:  J Am Chem Soc       Date:  2017-12-05       Impact factor: 15.419

2.  Palladium-Catalyzed Dearomative syn-1,4-Diamination.

Authors:  William C Wertjes; Mikiko Okumura; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-12-21       Impact factor: 15.419

3.  Palladium-Catalyzed Dearomative syn-1,4-Carboamination with Grignard Reagents.

Authors:  Conghui Tang; Mikiko Okumura; Yunbo Zhu; Annie R Hooper; Yu Zhou; Yu-Hsuan Lee; David Sarlah
Journal:  Angew Chem Int Ed Engl       Date:  2019-06-24       Impact factor: 15.336

4.  Nickel-Catalyzed Dearomative trans-1,2-Carboamination.

Authors:  Lucas W Hernandez; Ulrich Klöckner; Jola Pospech; Lilian Hauss; David Sarlah
Journal:  J Am Chem Soc       Date:  2018-03-23       Impact factor: 15.419

5.  Enantioselective Synthesis of Spiroindenes by Enol-Directed Rhodium(III)-Catalyzed C-H Functionalization and Spiroannulation.

Authors:  Suresh Reddy Chidipudi; David J Burns; Imtiaz Khan; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-09-25       Impact factor: 15.336

6.  Tailored trisubstituted chiral Cp x RhIII catalysts for kinetic resolutions of phosphinic amides.

Authors:  Y Sun; N Cramer
Journal:  Chem Sci       Date:  2018-02-05       Impact factor: 9.825

7.  All-Carbon [3+3] Oxidative Annulations of 1,3-Enynes by Rhodium(III)-Catalyzed C-H Functionalization and 1,4-Migration.

Authors:  David J Burns; Daniel Best; Martin D Wieczysty; Hon Wai Lam
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-15       Impact factor: 15.336

8.  Catalytic asymmetric hydroxylative dearomatization of 2-naphthols: synthesis of lacinilene derivatives.

Authors:  Yu Zhang; Yuting Liao; Xiaohua Liu; Xi Xu; Lili Lin; Xiaoming Feng
Journal:  Chem Sci       Date:  2017-07-24       Impact factor: 9.825

9.  RhI/RhIII catalyst-controlled divergent aryl/heteroaryl C-H bond functionalization of picolinamides with alkynes.

Authors:  Ángel Manu Martínez; Javier Echavarren; Inés Alonso; Nuria Rodríguez; Ramón Gómez Arrayás; Juan C Carretero
Journal:  Chem Sci       Date:  2015-06-29       Impact factor: 9.825

10.  Construction of spirocarbocycles via gold-catalyzed intramolecular dearomatization of naphthols.

Authors:  Wen-Ting Wu; Ren-Qi Xu; Liming Zhang; Shu-Li You
Journal:  Chem Sci       Date:  2016-02-02       Impact factor: 9.825

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